House Sitting in Red Oak Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
141 reviews
63 repeat clients
from
$55
per night

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
32 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4. Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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5. Jenn S.

Dog lover and cat mom of 3 🐈🐈‍⬛🐈
West Allis, WI, 53227
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$60
per night

Jenn was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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6. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
50 repeat clients
from
$45
per night

Elba was the best sitter for my pups while I was out of town! Daily updates and photos kept my worries at bay. She provided lots of playtime and multiple walks for my reactive dogs. I will absolutely have her house sit for me every time I need a sitter!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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7. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
43 repeat clients
from
$37
per night

Erica was great to work with and she was great with our dogs and cat. It was so nice to not have to worry about them while we were gone, especially with an anxious dog that doesn’t handle change well.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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8. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
21 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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9. Patricia N.

Love them all!
Franklin, WI, 53132
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
14 repeat clients
from
$30
per night

Patricia was very attuned to ensuring a smooth stay, and that she had all the necessary instructions to ensure our sweet pets were well-looked after while we were away. We really appreciated her help and kindness with our dogs!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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10. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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11. Danica V.

PAWsitively reliable med student!
Wauwatosa, WI, 53226
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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12. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$28
per night

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

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Sitter Profile Image: Lauren Z.
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Sitter Profile Image: Lauren Z.
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13. Lauren Z.

No dog too big or small
West Allis, WI, 53227
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$55
per night

Lauren is a sweetheart! She was very communicative and sent photo updates throughout the day. My dog absolutely loved her! Will def book with her again.

Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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14. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$75
per night

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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15. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night

Ruth has been taking care of pets for as long as I’ve known her. Ruth has owned a cat, A bunny, two turtles, a total of four dogs, and a green-checked Conard from the past 18 years. She loves her dogs especially because of the relationship they have created over the past 5 years and the dogs love her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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16. Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$30
per night

Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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17. Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$90
per night

Natalia has watched our dog Leila at our house a few times now, and we are so happy to have found her on Rover. It’s important to me that Leila has someone with her in the house when we’re gone to keep her company, affection, long walks, and attentiveness. I can tell she is engaged with her by the questions, updates, and photos I get. I trust her, and would recommend her to anyone looking for reliable pet care!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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18. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 repeat clients
from
$28
per night

Amanda has become one of our go to sitters! Our pup has become so comfortable with her and she is so kind, and always give updates on our boy. We always trust Champ in her hands!

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Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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19. Lauren B.

I fetch amazing results.
Greendale, WI, 53129
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
2 reviews
1 repeat client
from
$28
per night

About: Throughout my life, I’ve grown up with cats & dogs and have learned to care for all their needs. I love making pets happy! I am interested in taking care of dogs & cats. I am open every morning from 7am - 11am. Afternoons from 2pm - 4pm & again in the evening 6pm - 8pm. I will make it a priority that your pet is cared for while you are away. I enjoy taking them on walks, giving them play time and extra love! Each morning, I take my dog out for a walk or play time for about 20 min. This gives him a chance to go potty. I take my dog out every 3-4 hours. I always make sure my pet has food and water throughout the day. Depending on the weather, and if I have to be gone for 3-4 hours, my dog gets to go to the dog park for more exercise later that afternoon. I will always make sure your pet has fresh water, good exercise, and enough potty time too. Making sure your pet is taken care of & feels loved while you’re away will be my priority!

Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20. Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$30
per night

Thank you for taking such great care of my 2 crazy girls! 😉🥰

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Dog lovers in Red Oak Heights, Milwaukee, WI love house sitters on Rover.com. Over 1089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover.com is the simple, savvy way to find and book Red Oak Heights house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Red Oak Heights, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Red Oak Heights house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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